For our anniversary, Matt surprised me with a trip to Nantucket. I was not expecting a weekend away, so it was quite a pleasant surprise.
We flew into Nantucket airport, which feels much more like a country club than an airport, on Friday morning. We stayed at the Cliffside Beach Club which captured the preppy New England seaside feel to a tee. It was the absolute perfect place for a romantic, relaxing weekend trip.
Neither one of us had ever been to Nantucket before, so Matt relied on advice from our friend Laura. We loved everything that she suggested and I am happy to pass it along to you here!
After checking into our hotel (it was amazing, our room was ready at 9:30am!) we walked into town and decided to rent bikes from Young’s Bike Shop for the entire weekend. We rode around for a little bit trying to get a feel for the town before heading over the Something Natural, the most amazing sandwich shop and bakery. We decided to take our lunches to go and have a picnic at the base of one of the few lighthouses on the island, Brandt Point. After lunch we walked around town for a little and then spent the afternoon hanging out around the pool at our hotel (where I proceeded to get burned…). For dinner, we rode our bikes back to down and had a trendy/fancy Dinner at The Pearl.
We woke up and had breakfast at the hotel on the beach. After relaxing for a bit, and a quick run, we rode our bikes into town and went to Provisions for ham and cheese sandwiches before heading out the Cisco Brewery for the afternoon. While here, we enjoyed the music from two different local bands and enjoyed the island’s finest beer and wine. We returned to town for a casual dinner at Brotherhood of Thieves. We ended the night with a quick (hey, we are old) trip to the local dive bar, The Chicken Box.
One our last full day, we ate breakfast on the beach again before heading into town. We decided to turn in our bikes for a scooter. Yup, that’s right, a moped. We wanted to get out a bit further so decided this was a good option. After a couple test rides around the block, we strapped on our helmets and set out for Sconset. The ride was chilly but we made it there in one piece. After walking down to Sconset Beach we had a quick lunch at Claudette’s Catering, one of the 4 places of business in this small town. After lunch we stopped by to see Sankaty Lighthouse before returning back to town. We did a little shopping and then returned to the hotel. We got in a quick workout before a romantic sunset dinner at the restaurant right next to our hotel, Galley Beach.
We woke up very early Monday morning for our flight back and were back in NYC by 8am.
The weekend was relaxing and fun and I always enjoy going to a place where 75% of the people are wearing a Red Sox hat/shirt/sweatshirt. I’m already looking forward to our next trip back to Nantucket!